just booked a vacation in
iTrip.net®
  • Log In
  • START A FRANCHISE
  • Destinations
  • Vacation Deals
  • List Your Property
  • Blog
  • Contact us
  1. USA
  2. FL
  3. Lower Florida Keys
  4. Key West
  5. Lower Florida Keys

Properties in Key West
(77 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
SuMoTuWeThFrSa
123456789101112131415161718192021222324252627282930123456789101112
SuMoTuWeThFrSa
123456789101112131415161718192021222324252627282930123456789101112
 
Property Type
Amenities
Reset
Filter by Neighborhood
Big Pine Key (9) Cudjoe Key (10) Monthly Rentals (42) Ramrod Key (3) Sugarloaf Key (5) Summerland Key (4) Torch Keys (1)
 View Favorites
$5320 month
Location: Key West
Rating: 5 Stars
Key Blessing: Experience the Keys Life at This Charming 3BR Canal Front Home, Dockage & Dog-Friendly
4 Beds
2 Baths
Sleeps 6
$8841 month
Location: Key West
Rating: 5 Stars
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
6 Beds
3 Baths
Sleeps 8
$7138 month
Location: Key West
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
6 Beds
2 Baths
Sleeps 10
$5017 month
Location: Key West
Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minutes from Old Town!
3 Beds
2 Baths
Sleeps 6
$494 night
Location: Key West
Coral Oasis – Spacious 3BR Retreat, Shared Pool, Dog Friendly, Parking, Minutes to Downtown Key West
3 Beds
3 Baths
Sleeps 6
$17431 month
Location: Key West
Frank & Norma's Oasis: Stunning 3BR Open Water Home on Sugarloaf, Pool, Beach, Dock & Dog Friendly
3 Beds
3 Baths
Sleeps 6
$9718 month
Location: Key West
Rating: 5 Stars
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapid Open Water Access!
4 Beds
2 Baths
Sleeps 6
$8506 month
Location: Key West
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage
4 Beds
2 Baths
Sleeps 6
$15618 month
Location: Key West
Rating: 4.7 Stars
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
4 Beds
3.5 Baths
Sleeps 10
$4953 month
Location: Key West
Rating: 5 Stars
The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big Torch Key, Dockage!
3 Beds
2 Baths
Sleeps 6
$8065 month
Location: Key West
Rating: 5 Stars
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
5 Beds
2 Baths
Sleeps 8
$5211 month
Location: Key West
Pelican Perch – 3BR Canal Front Home with Dockage, Pet-Friendly, Quick Access to Atlantic & Gulf!
4 Beds
2.5 Baths
Sleeps 6
  • 1
  • 2
  • 3
  • 4
  • 5
  • Next
Connect With Us
Vacation Rentals Vacation Destinations Vacation Deals View Favorites
About iTrip Blog Contact Us About Reviews Guarantee FAQ Privacy Policy
Translate   Choose Language
Property Management List Your Property Owner FAQ Benefits Franchises
VRBO Airbnb Flipkey
Copyright © 2008 - 2025 iTrip LLC